The Ledger

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why aren't all 28 resolved? a statement only gets an assessment when the public record can support or contradict it. opinions and what-ifs never can, and 0 checkable ones are still open, waiting for their date. predictions held up or didn't; assertions are supported or contradicted. on every card: ▮▮▮▮▮ certainty · ▮▮▮▮▮ debate potential. speakers are clickable

Insight
Libby: Non-lead venture capital firms offering generic operational help are redundant
“If you're not going to get one of the top VCs, you don't need five VCs that are all doing the same thing. Like, oh, we'll help you with talent, and we'll do this and that. 10 years ago that mattered, but now all those tools are available to the companies.”
Billy Libby May 23, 2022 ▶ 31:36 Billy Libby – Disruptive Venture Funding at Upper90 (Capital Allocators, EP.251)
Prediction Not checkable as stated
Libby: Lower-cost ETF equivalents will disrupt traditional venture capital fee structures
“I think that that's going to come to the venture world too. It's been a momentum trade. And so if you're Sequoia or Forerunner or Bessemer, you have services and tools. I think it's going to be hard to prove that you should be getting two in 20 versus an ETF e…”
Billy Libby May 23, 2022 ▶ 19:59 Billy Libby – Disruptive Venture Funding at Upper90 (Capital Allocators, EP.251)
Insight
Chamath: Mega-Scale Investment Firms Must Maximize Fees Over Carried Interest
“But if you really want to get to mega scale and run hundreds of billions of dollars and make it a business, you have to over-orient and over-index on fees and not really focus that much on carried interest.”
Chamath Palihapitiya Dec 7, 2020 ▶ 10:05 Chamath Palihapitiya – The Social Capital Flywheel (Capital Allocators, EP.167)
Insight
Top Silicon Valley VCs Reject Corporate Pensions Due To Finite Fund Lifespans
“We have some growth in buyout mid-cap, and we just never went deep into venture, you know, seed or A round, partially because we just, you know, we're not interesting money to Sequoia and to Sand Hill Row, because Sand Hill Row says, you're not going to be her…”
Charles Van Vleet Nov 28, 2022 ▶ 25:47 Charles Van Vleet – Thinking Differently with Pensions at Textron (Capital Allocators, EP. 283)
Opinion
Bloom: Mid-tier generalist VCs are a wasteland lacking clear value props
“The venture landscape had fundamentally changed. You were having this disruption where a barbell had formed, where on one end of that barbell, you have the Sequoia, Benchmark, Andreessen, Tiger Global, these like big name cache firms who, when they write a che…”
Sahil Bloom May 9, 2022 ▶ 48:21 Sahil Bloom – Creativity, Investing, and Engineered Serendipity (Capital Allocators, EP.249)
Assertion Not checkable as stated
Xu: Capital Today beats Sequoia China on three out of five deals
“We come across Sequoia quite often in deal sourcing. And I was saying so far, We have win maybe three times out of five times.”
Kathy Xu Mar 28, 2022 ▶ 44:59 Kathy Xu – Venture in China at Capital Today, Venture is Eating the Investment World 12 (Capital Allocators, EP.243)
Insight
Sternlicht: Do not blindly trust top VC firms like a16z or Sequoia
“The key to investing is actually doing your own work. Then you triangulate other people's opinions and stuff, but do your own work. And I, the biggest mistakes like you often find when you find Andreas and Horowitz and Sequoia are, they're all in this deal. I …”
Barry Sternlicht Oct 4, 2021 ▶ 1:00:14 Barry Sternlicht – Masterclass in Real Estate in a Post-COVID World (Capital Allocators, EP.216)
Opinion
Sequoia's 2008 'Rest in Peace' Doomsday Presentation Was Incorrect
“If you were around here in the valley at the end of oh eight, Sequoia, who's a very well-regarded and has been a very successful firm, Put out this presentation called Rest in Peace, and it had a skull and crossbones and a tombstone on the front of it, and the…”
Scott Kupor Sep 2, 2019 ▶ 20:29 Scott Kupor - Andreessen Horowitz (First Meeting EP.07)
Assertion Not checkable as stated
Sequoia Rejected Princeton's Endowment Lawyers' Document Comments in 2003 Fund Raise
“When I was at Princeton, Sequoia raised a fund in 2003, and they sent, Docs around, and we were very diligent. We sent our docs out to our law firm, and they came back with, like, three pages of comments, and we sent them to Sequoia, and we got a call from the…”
Chris Douvos Jul 3, 2017 ▶ 1:02:42 Chris Douvos – Venture Capital's Super LP (Capital Allocators, EP.14)
Insight
Elite VC Mega-Funds Trigger Copycat Fund Bloat Across the Industry
“So Sequoia goes out and raises four billion dollars, and then, you know, Billy Bob Joe's venture firm thinks they can raise four billion dollars, and by the way, there's a lot of money coming to the asset class that, that they can. So, you know, this kind of v…”
Chris Douvos Jul 3, 2017 ▶ 35:26 Chris Douvos – Venture Capital's Super LP (Capital Allocators, EP.14)
Insight
Sullivan: Power inverted as top VCs beg AI founders for 3% stakes
“When I started, if you were a smart guy in Silicon Valley, you crawled on your hands and knees up Sand Hill Road to Sequoia or Kleiner Perkins and begged them to invest. They'd invest Three million dollars and own 30% of your company. Now it's the other way ar…”
Tim Sullivan Jul 14, 2025 ▶ 55:19 Tim Sullivan – Yale's Private Portfolio (EP.456)
Opinion
Green: Sequoia, Kleiner, and Bessemer had little differentiation beyond check size
“And I didn't frankly think there was much difference between Bessemer and Sequoia and Kleiner at the time, and General Atlantic and TCV, other than some people wrote bigger checks and smaller checks.”
Mitchell Green Jan 27, 2025 ▶ 12:23 Mitchell Green - Lead Edge of Harnessing Networks (EP.429)
Opinion
Sequoia's 'Forever Fund' Belongs on the Apocalypse Wall
“Actually, the Sequoia Forever Fund is up on there too. Things where you're like, I don't understand what's going on. I'm going to put this up here.”
Allison Thacker Nov 6, 2023 ▶ 9:01 Allison Thacker – Different Perspectives and Different Assets at Rice University (EP.348)
Assertion Not checkable as stated
Don Valentine's intervention at Atari birthed hands-on venture investing
“So he got into the hot tub, and he imposed discipline on that chaotic business culture. He took the genius of their games, and he compounded it and married it with a determination to actually make an organization that functioned. So Atari went from chaos to a …”
Sebastian Mallaby Apr 11, 2022 ▶ 16:00 Sebastian Mallaby – The Making of the New Future in Venture, Venture is Eating the Investment World 14 (Capital Allocators, EP.245)
Assertion Not checkable as stated
Sequoia investment memos require 'pre-parade' sections outlining maximum upside
“The way that Sequoia addresses this bias is that it says when you're going to write a memo to the partnership about a startup that you think we should back, the investment memo, it must include a pre-parade section, meaning the section where you dream about ho…”
Sebastian Mallaby Apr 11, 2022 ▶ 23:22 Sebastian Mallaby – The Making of the New Future in Venture, Venture is Eating the Investment World 14 (Capital Allocators, EP.245)
Assertion Not checkable as stated
Sequoia formally uses decision science in capital allocation
“Sequoia, the top venture capital partnership in the world probably, Has formally incorporated decision science into the way it allocates capital.”
Sebastian Mallaby Apr 11, 2022 ▶ 22:40 Sebastian Mallaby – The Making of the New Future in Venture, Venture is Eating the Investment World 14 (Capital Allocators, EP.245)
Insight
Hamed: A tier-one VC brand immediately removes contrarian risk from deals
“Your union square ventures. If you're Sequoia, the fact that you did the deal is the reason it's no longer contrarian.”
Ali Hamed Jan 31, 2022 ▶ 48:27 Ali Hamed – Novel Venture Investing at CoVenture, Venture is Eating the Investment World 5 (Capital Allocators, EP.233)
Assertion Supported
Nubank Has 50M Customers and a $45B Valuation
“Nubank is the largest digital bank in the world with almost 50 million customers. It's now trading at a forty five billion dollar valuation. Warren Buffett Berkshire Hathaway actually invested in a private round and in the IPO. Sequoia, SoftBank are investors.”
Florian Bartunek Jan 20, 2022 ▶ 13:13 Florian Bartunek – Equities in Brazil at Constellation Asset Management (Manager Meetings, EP.27)
Insight
Rosenthal: Sequoia's Don Valentine valued industry perspective over financial acumen
“Don Valentine, who started Sequoia in the seventies, his big innovation in venture was this realization that, Hey, what mattered in early stage venture capital was not finance acumen. It was industry perspective.”
David Rosenthal Jan 3, 2022 ▶ 12:48 David Rosenthal and Ben Gilbert – Acquiring an Industry. Venture is Eating the Investment World 1 (Capital Allocators, EP.229)
Insight
Gilbert: Mid-sized venture firms decline slowly because downsizing feels unnatural
“If you aren't able to actually go compete with the New York Timeses, the Sequoias, you can't raise that much capital, you can't hire that caliber of partner, whatever it is, it's really hard to downsize and pick a lane when you kind of look around and you're l…”
Ben Gilbert Jan 3, 2022 ▶ 34:12 David Rosenthal and Ben Gilbert – Acquiring an Industry. Venture is Eating the Investment World 1 (Capital Allocators, EP.229)
Assertion Supported
Capital Group housed Sequoia Capital externally to maintain focus on public markets
“Don Valentine had worked at Capital Group before founding Sequoia, and it was determined at the time that it was best housed outside of the four walls of Capital Group to keep the focus on active public management.”
Mike Gitlin Jan 5, 2026 ▶ 46:59 Mike Gitlin – The Century of Capital Group (EP.479)
Assertion Partly supported
Sullivan: Yale was an early backer of Sequoia, Kleiner Perkins, and Mayfield
“Yale was already an investor with some of the preeminent firms in Silicon Valley and Boston. Sequoia, Kleiner, Perkins, Mayfield, people like that.”
Tim Sullivan Jul 14, 2025 ▶ 8:26 Tim Sullivan – Yale's Private Portfolio (EP.456)
Assertion Not checkable as stated
Sequoia and Kleiner Perkins pioneered hands-on venture investing in the 1970s
“And these two companies, Sequoia and Kleiner Perkins, improvised two things in the 19 seventies. The first was this hands-on approach. Arthur Rock had been a financier by background. He had been important in things like devising equity stock options and devisi…”
Sebastian Mallaby Apr 11, 2022 ▶ 13:52 Sebastian Mallaby – The Making of the New Future in Venture, Venture is Eating the Investment World 14 (Capital Allocators, EP.245)
Assertion Partly supported
Rosenthal: Sequoia Capital bought 40% of Cisco for roughly $2 million
“You look at some of the rounds that they were doing, you know, they were putting like Two million bucks into Cisco for, like, 40% of the company.”
David Rosenthal Jan 3, 2022 ▶ 18:57 David Rosenthal and Ben Gilbert – Acquiring an Industry. Venture is Eating the Investment World 1 (Capital Allocators, EP.229)
Disclosure
Helmsley Charitable Trust Targets at Least 5% of Each VC Fund
“The way that we size our positions is we start out with how much is the GP raising? We want to be at least five percent of the fund. Sometimes that's not possible with a firm like Sequoia, but we want to be at least five percent of the fund. We want it to have…”
Roz Hewsenian Sep 2, 2021 ▶ 12:09 Jan Garfinkle – Arboretum Ventures (Manager Meetings, EP.09)
Disclosure
Helmsley Trust scaled its Sequoia Capital allocation to $100 million over time
“For example, we built up our Sequoia allocation slowly over time. And now we're at those kinds of numbers.”
Roz Hewsenian Aug 6, 2018 ▶ 1:10:51 Roz Hewsenian –Helmsley Trust's Chief of People and Process (Capital Allocators, EP.63)
Assertion Not checkable as stated
Notre Dame is one of Sequoia Capital's largest domestic investors
“Now we're, you know, one of the largest investors with Sequoia in the country, and it's been a fabulous friendship and partnership.”
Scott Malpass Sep 18, 2017 ▶ 19:19 Scott Malpass – The Fighting Irish's Twelfth Man (Capital Allocators, EP.25)
Assertion Supported
ONE Championship raised $100M from Sequoia and Temasek's Heliconia
“One chapter has raised about a hundred million in, in, Capital, institutional capital, from Sequoia Capital, Tomasic Holdings division called Heliconia, which is Tomasic Holdings is the sovereign wealth fund of Singapore.”
Chatri Sityodtong Aug 21, 2017 ▶ 29:18 Chatri Sityodtong – Warrior Spirit (Capital Allocators, EP.22)
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